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As a young boy of 12, I did house work and some yard work for two men in our neighborhood. Sometimes they would get undressed or dressed in front of me, and left porn magazines around the house opened to pages so I could see pussy, cocks, fucking, lesbian etc. It started by them letting me look at the porn and jack off, while they massaged their cocks too. Then every once in a while there was a mag with men sucking and fucking other men, men with young guys, men with boys my age. The talk got quite open and being treated like an adult and offered a beer now and then made me feel very at home. Then in a jack off session, one of the guys wiped up my cum with his finger and put it in his mouth to swallow it. He used the rest of my cum to put on his partners butt hole. Later he used his partners cum to put in my ass. A couple days after he told me to let him know when I was about to shoot and then he put his mouth over my cockhead and took it in his mouth. I did the same to him and his lover. After that they had me suck them each, and one day while sucking the more fem guy I found a finger fucking my virgin butt. It hurt, but I took it. Two days later I had made arrangements with my parents when they went out of town to stay with the guys since they said they had a lot of work for me. That night, they got me drunk and the older one fucked me on the living room floor. It hurt, it was very painful I was crying and after he was done the other one did the same to me. They took turns sucking me off, but I was hurting so much it took a while for me to cum. That evening I got fucked one more time from each of them on the couch while they were watching boy/man porn. That night I was in bed with them both. The older one fucked the fem one while I sucked his cock. I got fucked two more times that night and once in the morning. Through the weekend I got fucked 13 times and sucked cock till explosion 3 times. It didn't hurt anymore but I was really embarrassed. They continued to fuck me for about 5 years. During that time when I was 14 and had a big enough cock, they brought in an old lady they knew who let me fuck her so I could get some pussy. I got to fuck the fem guy several times if I wanted, but the older one I only fucked about once or twice a year. The old lady I fucked till I turned 19.
A few years ago, when I was 15, there was a very nice but very big girl working at the same store. She and I always had a good rapport but she was about 5ft. 5in and weight about 260lbs. She had huge breasts, but the big size never did anything for me. She was 19 and had a 4 year old son by her 21 year old husband. He knocked her up at 14, married her and at 15 she had the baby. He beat her when he would drink which was several times a week. We worked several evening shifts together and many times were the only ones in the store. She knew I was a virgin, and would make sure every now and then that I could see her tits or even her hairy pussy. Then one time when we had the store locked and were cleaning up, she came into the storeroom and kissed me full on the lips. Not just a peck but a heated, passionate kiss. She said she'd wanted to do that for a long time, and I thanked her and returned her kiss with another. She backed off, and started taking off her dress, then her slip, bra and huge granny panties. She stood before me totally naked, huge tits with pink aureola and thick nipples that stood out about 1/2 inch. Her meaty pussy lips were half hidden under her belly but she lifted her belly for me to enjoy the full view of her black pussy hair, and there was plenty of that hair.
"I won't fuck you, I won't do that to my husband, but I want you to be the only other person who's seen me naked like this" she said
I moved over to her and kissing her again, placed my hand on her pussy, took my mouth to her left nipple, and whispered, then just let me feel what it's like. She let me finger her, and told me to put three fingers into her pussy while I sucked her massive tits, my teeth rolling around those big, rubbery nipples. She moaned and pulled my pants down, I took off my shirt and I knew I was getting my first piece of pussy. I didn't care that it was a fat married girl my cock was hard and wanted pussy.
"I won't let you fuck me" she said again
"Then what are we doing?" I asked
She said she'd suck me and started. I then laid her on the carpeted floor and lain next to her. She was grabbing at my cock and I at her tits and pussy.
"Let me just put it in to feel what one feels like, and to feel what your husband feels. I won't fuck you, only push in and just hold it" I asked
She said that was OK and laid back and spread her legs and closed her eyes. I got on top of her and pushed my 7 inches into her married, fat cunt. "Just hold it there, don't move it around" she told me.
I did just hold it there, telling her how wonderful she felt and that I was glad that she let me have my first feel of a pussy on my cock. She wanted to fuck but held back and made me pull out. As she was rolling over I saw that pink rosebud of her asshole.
"What about back her" I asked as I touched her asshole. "Does he do it to you back here"
"No, no one has ever done that to me" she commented
"What if we do it then? If he doesn't fuck you there, then it's not like you're taking something away from him, and it'll be a sort of mutual thing, two virgins fucking"
"No it will hurt" she said
Having had a cock up my ass once when very young and very unprepared, I vowed to never hurt anyone like that, and I told her I'd be gentle. She stood up and walked to the office totally naked, and got out a jar of Vaseline and rubbed some up into her asshole, and put some all over my cock. She then rolled over on her stomach and reached back and spread her butt cheeks exposing my target. I told her to roll on her back and she did pulling her legs up to give me a full view of her big tits, luscious mouth, hairy pussy, and that tight looking sphincter.
I leaned in kissing her and pushed my cock into her and inch at a time. Once it I gave her time to get used to it and she was through squeezing her ass muscles (which almost made me cum), I began slowly and gently pumping my cock into her ass.
"Is it like you thought? Do you like it this way?" she asked
"yeah, it's great. I liked your pussy too" I whispered back
"That's for my husband but my mouth is for both of you, and this. . . my ass, is only for you"
I kissed her and tweaked both her nipples between my thumbs and forefingers and she started bucking and heaving, breathing heavily, and was actually cumming. That made me shoot off and I couldn't help it I found I was ramming my cock in and out of her to the hilt everytime, and going very fast but she was cumming. I shot rope after rope up into her. As I was doing that and kissing her with our tongues going crazy, I kept remember the man who fucked me, this was the way he was acting, this was what he was feeling, only I had a woman with a pussy behind me.
After that we had oral sex (she taught me how to eat pussy well) and anal sex. Every once in a while she'd let me stick my cock inside her pussy. She got to where she would sometimes get a bit demanding and would make me eat her pussy after her husband had fucked her. She liked getting rid of his sperm and liked making me eat it I think. Then I could always fuck her ass, hard and fast. Finally one of the times I was inside her pussy, I started pumping and she tried to make me stop. I held her arms down and fucked that fat cunt and came buckets into her. It was my first piece of pussy. Unfortunately I guess I raped her to get it. She stopped letting me fuck her for about a month, then we started in again, right as I was about to slip my cock into her asshole she reached down and put it in her pussy.
"Fuck me baby, fuck me like I'm your woman"
I did and after I shot another big load up her cunt, she told me she was pregnant and that he husband had been out of town during the time she could have been fertile, which means the baby was mine. I had gotten her pregnant while I was raping her pussy.
She stayed with her husband, which was good as I had lots of college plans, moving plans, and had plans of laying girls who weren't so damn fat in my future. During her pregnancy I got to nurse on her (and after as well) fuck her in the pussy or ass or mouth as my choosing, then about 3 months after the baby she quit. I went on to a great job, traveling internationally, have several svelte girlfriends, and never looked back. Though I can say that any woman who has not been a one night stand, has had to take it up the ass as well as the other two holes. I guess I'm an anal addict now, after all that was my first way of getting laid.
So I'm straight but I enjoy anal play...so one day I found an object (dildo like) and whilst showering fucked my ass.
It was the best orgasm I ever had, when it goes to the second sphincter the feeling is amazing...
I'm 45, pretty fat, not great looking, and married for 29 years. My husband never was too much for adventurous sex, even when I was skinny and pretty with nice firm, big tits. For the last 10 years I've been fucking any cock that will fuck an old fatty like me. Believe it or not there are lots of guys. I know I'm just being used as a place to stick it in and cum but I like that. About 3 years ago I started having anal sex. When I was young it kind of turned me off. I didn't like it because I knew I'd have to suck the cock that came out of the same hole I poop from. But now I think it's the very dirtiness, the nastiness of it that makes me like it. Before my husband fucked me I hadn't done anything but suck 3 cocks. He was the first to fuck me and was the fourth I sucked. Over the last 10 years, I've had exactly 58 cocks inside me, and now I've had 22 up my ass. I've sucked all of them off, plus many more. I was sucking strange cock before I started letting them fuck me. I'd have never believed a fat old cumhole like me can still get plenty of men.
It's hard to write this without admitting how young I was. I hope the curators of this website will protect themselves and others by banning anything unfortunate.
However, I am going to speak of something that began exciting me when I was quite young. I am going to speak about the fantasy of anal penetration.
In my case, the fantasy began quite early. Unsurprisingly, it began with books. The Steely Dan III pegging fantasy in Naked Lunch, for instance. Then there was Myra Breckenridge, with its exultant description of an All-American boy's loss of his nether virginity.
But denial is a wonderful thing. Thanks, perhaps, to Norman Mailer -- yes, an early hero of mine, and I've never claimed I was smart -- I always imagined myself as the triumphant pegger, never the peggee. Only many years later was I able to imagine myself as the one on his stomach, parting his legs to make the target of cerise-rimmed brown more accessible in a bedroom's dim light.
In other words, it took me a long time to realize I'm a born bottom -- or sissy, if you prefer. I have never acted on this belated knowledge, most likely because I'm too damned old.
#anal
I am male who is straight but loved everything anal. Even as a kid I remember playing with my butthole vaguely, but as a pubescent teenager I became more curious. When I got the chance I would "experiment" with my butt and I would fantasize about feeling dick sliding in and out of my hole as I finger my ass and it never seizes to make me shoot cum everywhere but never have a been attracted to guys but my hole is always hungry
#anal #sex #masterbation
Last night I had a one night stand with a girl. She let me fuck her in the ass and while I was inside her she mentioned that she had done a huge shit just before we met and that the turd stretched her hole more than my cock was. The humiliation of her thinking my cock was small added to the thought of a poo coming out of her asshole made me cum hard. After I slid out of her she gathered her things to leave and I asked for her number. She just laughed and headed for the door, but I stopped her. I told her she could humiliate me as much as she liked if we had sex again, that she could use and abuse and dominate me. She gave me number after that. I can't wait for next time!
I like to masturbate a lot. As a matter of fact I love to do it in any different way that I can. I get on a lot of chat rooms and stroke as I chat about naughty things. I especially get off if the other person tells me how they are getting off. I have done many different role playing, many of which are taboo just to get off. Is that bad. I am a 40 year old male that enjoys sex, but I can't help myself . I especially like to do it while traveling, which I have to do a lot. I open the blinds to the hotel room and stroke myself hoping people will see. I have even started playing with my butt while I do it. I have no desire for anal sex, and I am not attracted to men, it is just something new that I like. I don't think that I am weird, but it is nice to confess to you all on here. Thank you all for listening!
For about three months I was having sex with a married mother of two. Twice a week I would park just down the road from her house and wait for her husband to leave for work and the kids to walk to school, then I would go in and fuck her for most of the morning.
I fucked her every way I could think of. We had sex in her bed, in both bathrooms, on the couch, in the office, in the kitchen. I fucked her mouth, pussy, and asshole. My favourite hole of hers was definitely her asshole, not just because its taboo and not every woman lets a guy do that, but because she never let her husband do it. I also absolutely adored licking her butthole. I could do it all day. After I'd done it a few times she told me that she never got the chance to shower between her morning dump and me showing up, so I was licking her dirty asshole. I loved it all the more.
Sadly, her husband got a job in another city and they moved away. She felt bad for me so let me film my cock going into her ass from behind so I could jerk off to it whenever I wanted. And I regularly receive dirty photos and emails from her.
I'm going to visit her as some point and fuck her harder and nastier than ever before.
My wife turned me into a sissy, I'm 23 been on female hormones for about a year now I have nice set of 36 d breast and curvy body just like a girl. She is having few black guys over tonight to train me. I can't wait
I'm married and bi. My wife has no idea. Yesterday I met with a married couple and had a terrific threesome. It was hubby's first time getting oral from a guy and his first time giving oral. He came in my mouth while I was fucking his wife. I kissed her and shared the cum.
Earlier this week I posted an online ad offering to give blow jobs. I got a response from a black man with a very hard, very big cock. I immediately went to his house and blew him.
Today I was in the same area. I emailed my new black master and asked if I can come service him. He permitted me to do so. I went over and started sucking. This time (at my request) he was harsher and pushed my head down to get his cock to pop open the back of my throat. I did my best not to gag. It is an awesome cock that I'll want again and again.
Also at my request, he started calling me "faggot" and his bitch. I was happily surprised when he made me bend over so he could fuck me. (So glad I thought to bring a condom and lube.) My God that cock is big! It hurt, but it hurt so so good! I'm getting addicted to big black cock - I just want it again and again!
After he fucked me for a while, he pulled out and ordered me to suck him. "Suck my cock, faggot" said over and over really turns me on. Finally he shot his load down my throat. Mmmmm. The only down side to deep throat is that you don't get to taste the cum as well.
I want to be a faggot for BBC.
Sometimes when I masturbate, I think back to my one and only same sex partner. He was the giver and I was the receiver, most of the time. His cock was bigger and thicker than mine and curved upward, I can still remember how full it made my ass feel when he fucked me. Although I'm straight, it stills makes me come fast when I think about it.
Ok so to start Im 17m and I always felt straight until I was 15 and always got off to straight porn but i tried gay things with a friend and turned, and i always had been a bottom from day one, so yesterday i got together with a guy from a hookup site and he came to my house, and holy fuck did he like dominance, i got railed so hard i have to stand while writing this, he came after about an hour and i had blown a load 3 times by the time he finished, i had to lay down after my 2nd cum round because i couldnt stand up anymore and he kept going, it was the best and i plan to hook up again with him
I'm 39, turning 40 in a couple weeks. It's been kind of getting to me, I admit. I went out with my friends for a girls night and I have never cheated on my husband in our 16 years of marriage but this never got I knew in my mind that I wanted to. I drank a lot, knowing it's the only way I could go through with it. I hadn't had sex with anyone else since before we started dating, and I wanted to have a fling before I turn 40. If kill him if he did it, but I didn't feel guilty, but I do now. I got drunk and threw myself at a younger guy, we danced and I made sure to really show him that I wanted him. We kissed and messed around st the club, and we left in an uber to his apartment. I was really drunk but still had some sense and was thinking of a way out and when we got there he had a roommate who was smoking pot. I hadn't done that since college, so we smoked. I got really high and we kissed more and I just remember sitting on his lap topless and the next thing I was going down on him. This was in the living room of his apartment with his roommate in the room. I ended up having a threesome, they both penetrated me and we did things that I haven't done with my husband in years. Both had sex with me but it was as one at a time while I took the other in my mouth. Both had me anally, which is really embarrassing and painful. When I woke up in the morning I got dressed and ran out half drunk and got an uber home. It 9 am. My husband was very worried, he locate where I was and said he drove there but couldn't get past the locked gate. I told him it was one of my girl friends and apologized to him. He accepted it. He's throwing me a huge 40th birthday party so I don't want to ruin it. It's been a week today.
I've been paying this transgender (mtf) girl to sleep with me. Shes fucking hot. Shes tall with Long blue hair. Just curvy enough to have a booty. We get super high and she gives me the absolute best blow jobs. No anal yet because I'm too thick. But she's been practicing.
I am a 31 year old bicurious male. I love to wear women's thongs and stockings. Recently I have started exploring more. It started with chat lines, but last night my wife's best friend and her husband came over and he must have noticed the thong sticking out of the back of my pants. Because he came up behind me while the girls were talking and whispered in my ear that he would like to see more of what I had on underneath my pants.. we excused ourselves and acted like we were going to get a beer then slipped down the hallway to the bedroom and closed the door.
I slipped off my jeans and bent over for him. I explained that this had been a fetish of mine since I was 11. He asked if I had ever been with another man, I told him no, but my fantasy was to be a submissive bottom. He told me he was obsessed with anal but his wife thought it was gross. I suggested that we could turn on a porno and he could treat me like he wanted to treat his wife..
I took his pants off and got on my hands and knees on the bed. I grabbed the bottlebof lube from beside the bed and pulls my g string aside. Come make me your butt slut I told him. With that he mounted me from behind and began to work his cock into my ass.
My wife of nearly 20 years is a total prude. She normally comes when I play with her ass, but always complains if I try to fuck it. She also wants sex to be gentle. She would often turn me down in the first decade of our marriage and I grew resentful (she comes every time we have sex).
I had a gf back in my 20’s pre marriage that was really sexual. I screwed her ass once on my suggestion and after that, she would ask for it. I would obsess about screwing my wife’s ass, but she thought it was dirty and complained and tells me no. Now I really am not into my wife, just a lot of resentment.
I started cheating on my wife, and I found that many, many women crave being dominated (spanked, tied up, even choked), and love the feeling of getting their ass plowed. Some young (20’s), some my age. They are also more agreeable in general and just overall more submissive. My wife would not follow me through the only exit of a burning building (unless I was leading her exactly where she already decided she wanted to go.)
My wife found out about my affairs and we are trying to work things out. But I doubt she will ever enjoy getting her ass filled up by me even if she lets me. I have lost my attraction for her because of her rejection of my sexual appetite.
Seriously considering divorcing her over this. Thoughts? If you were a woman, and loved anal, would you stay with a man who would not give it to you?
I started dating this really skinny girl in a city I was working in for 6 months. She was skinny, with short black hair, a nice looking face, somewhat of a tomboy I thought. She was living in the city full time as opposed to me. After about 4 dates she finally admitted she wanted to have sex but had no boobs whatsoever, and knew most guys were really into big boobs. She also said that since she was young, and even before she ever had sex, she'd had guys and girls tease her constantly. Some guys wouldn't even go ahead and have sex with her because she had a totally flat chest. She also said she was a little kinky about sex and liked normal things, but only if she could have it lead to some other stuff she really liked. I told her I was very amenable to trying new things and simply would say if I didn't like it. She then asked me about her lack of chest and I told her that I didn't think it would be a problem. She told me to stop where we were going, to order in some pizza and go back to my apartment.
She made me order, then had me strip, and went to the bathroom and came out totally naked. She did indeed look like a boy. Small frame, no hips, very little take-in at her waist, nice roundish little butt though, and this big patch of very thick hair on her pussy. I didn't say anything, just pulled her over to the bed and she asked me not to mess with her nipples as it made her feel bad. So I kissed her, and she reluctantly kissed me back, I reached to feel her pussy and found a 2" clit that looked just like a small uncut penis. As I rubbed her it grew to three inches. I'd never encountered that before and I loved it. I finger fucked her and she had me roll over on my belly and got on top of me and ground her clit into my ass crack. She started kissing me in earnest, as I craned my neck to her lips while she was lying on top of my backside pumping for all she was worth. She was bucking back and forth and I told her to stop a second and reached back, spread my legs and my buttcheeks and told her to put it in my butt. She used her pussy juice as lube and got her clit about 2 inches up my hole. She fucked me like crazy and even came twice. The doorbell rang and she jumps up I thought to go to the bathroom and hide, but instead she put on one of my tee shirts and a pair of my underwear, my tennis shoes and answered the door. She looked just like a guy.
She came back, got pulled off the underwear and said "I guess you should have a turn before we eat" and let me fuck her pussy in missionary position, again her kisses were very shallow. We ate with her wearing the tee and my underwear and me wearing nothing. When we went back to the bedroom she kept on the underwear and shirt, and had me kneel on the floor while she stood up with her clit in my mouth, sticking out of that super thick black pussy hair. She came again, and then she did the same to me. I loved it she sucked really good. Then she bent over with her arms on the bed, standing next to it, pulled down the boys underwear just below her ass and inserted my cock into her ass. She and I both loved it. It was my first time fucking an ass.
So after a few weeks she now dresses 90% of the time as a boy, and we spend equal amounts of time getting buttfucked. She likes to keep on boy clothes and be a "gay guy" and get buttfucked. Even when I fuck her pussy it's mostly from behind. She fucks my ass too.
I started dating a girl, and ended up in a gay relationship with her. . . him.
But I still like it. It's not normal that's for sure. I don't know what I'm going to do when I have to leave. I really like this situation
My name is Melanie. When I was 13 years old, my dad took me and my siblings to a mountain village in Wyoming for the summer. He owned a condo there, and that summer I developed a crush on a teen boy who also was in the village for the summer. One day, the boy and I happened to cross paths in a parking lot next to the garage under his family's condo. He told me he wanted to show me something, so I followed him into the garage and all the way to the back corner where a door led to a small empty room. We entered the room, and he asked me if I wanted to make out. I nodded yes, and he closed and locked the door. We started to kiss and I felt his hand slide up the inside front of my t-shirt, his fingers slipping through my bra to my left nipple. To make things easier for him, I took off my shirt and bra, but then he asked me to keep going and to take off my sneakers, shorts, and panties, too. I said OK, but only if he promised not to do anything that would risk getting me pregnant. He agreed, and I stripped myself nude. He got on his knees and began to lick my clit and my pussy. It felt amazing, and I started to moan. Then, he stood up and asked me if I trusted him enough to go along with whatever he wanted to do. I was feeling excited and horny, and I impulsively said yes. He told me to get down on my hands and knees, so I did. Then, he took off his shorts and underpants, straddled my hips, and lowered his cock between my thighs. He had a huge erect cock. I felt the tip of it placed against my anus, and I felt his hands grab my hips. The next thing I knew, his cock was sliding into my asshole. I was surprised, but I was excited, and his cock felt so warm. It started to hurt as it stretched my sphincter muscles wide, but I bit my lip, and as his cock penetrated deeper into my rectum, he began to rock his shaft back and forth, and I began to moan with each thrust. The truth is that I was moaning from pain, but I didn't want him to know, and as I moaned with each thrust, I whispered "Yes" or "Fuck my ass harder" so he thought my moans were from pleasure. That turned him on even more, and he began to thrust his cock deeper and harder into my rectum. I was not only moaning louder with each thrust, but my thighs were shaking, and I could feel my whole body glistening with perspiration as I endured the burning pain of each anal stroke, reaming out my ass. He had tons of energy, and he must have been thrusting into my asshole at a rate of 120 thrusts per minute. This went on non-stop for half an hour, so he must have pounded my virgin rectum about 3,600 times. It hurt a lot, but it also started to feel good about half-way through. And he was loving it. He moaned with pleasure at every thrust. Finally, he delivered a massive load of cum deep inside of my ass, and then we both collapsed to the floor, his erect cock still lodged deep inside of my ass. We were both breathing heavily and sweating, and his cock felt so warm inside my rectum. My pussy felt wet, too. Any way, that was my first anal sex ever. And I never had a chance to be with that boy again before the summer ended. But I am now married and 31 years old, and my husband and I have anal sex regularly, like eight or nine times a month.
Today I got home from work and went straight to the shower. Before I got in to wash myself I inserted my buttplug into my arsehole. I did my usual shower routine and normally I push it out before I get out so I can clean it. But today I thought fuck it and left it in. I walked around the supermarket with this thing up my shithole, clenching and relaxing. Every hot girl I saw was subjected to a clench and a private fantasy. I picked out the most attractive, young checkout girl I could find and had a good old daydream about fucking her in the arse while I have my buttplug in. She'd be so disgusted if she knew what I was thinking. I came home just before and the plug was causing me some discomfort due to sitting on it for an hour or so, so I went to the bathroom and pulled it out of my hole.
All of this was so I can have the biggest hardest wank later. I'm gonna shoot for the ceiling on this one!
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